Find Vacation Rentals in Dorchester

We have 3,353 properties to choose from
Dorchester
Anytime
Guests

Popular Dorchester Vacation Rentals

Find the perfect Dorchester vacation rental

House Dorchester
$167 per night
House ∙ 8 guests ∙ 4 bedrooms
Dorchester, Boston, Massachusetts, United States
Details
Agoda
Details
Details
Apartment Dorchester
$115 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Dorchester, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
Apartment Dorchester
$106 per night
Apartment ∙ 8 guests ∙ 1 bedroom
Dorchester, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
Apartment Dorchester
$234 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Dorchester, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
House Dorchester
$373 per night
House ∙ 8 guests ∙ 3 bedrooms
Dorchester, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
Apartment Dorchester
$93 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.7
Excellent (86 ratings)
Dorchester, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
Condo Dorchester
$258 per night
Condo ∙ 5 guests ∙ 3 bedrooms
5.0
Outstanding (16 ratings)
Dorchester, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
Apartment Dorchester
$273 per night
Apartment ∙ 14 guests ∙ 4 bedrooms
4.5
Excellent (37 ratings)
Dorchester, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
Apartment Dorchester
$383 per night
Apartment ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (5 ratings)
Dorchester, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
View more

Vacation rentals with Wi-Fi

House  Dorchester
$254 per night
House ∙ 18 guests ∙ 6 bedrooms
Dorchester, Boston, Massachusetts, United States
Internet
Details
Vrbo
Details
Details
House  Dorchester
$362 per night
House ∙ 14 guests ∙ 5 bedrooms
3.4
(5 ratings)
Dorchester, Boston, Massachusetts, United States
Internet
Details
Vrbo
Details
Details
Apartment  Dorchester
$253 per night
Apartment ∙ 8 guests ∙ 3 bedrooms
4.6
Excellent (36 ratings)
Dorchester, Boston, Massachusetts, United States
Internet
Details
Vrbo
Details
Details
View more

Vacation Homes With Terraces

Apartment  Dorchester
$165 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
Dorchester, Boston, Massachusetts, United States
Balcony/Patio
Details
Vrbo
Details
Details
Apartment  Dorchester
$148 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
4.6
Excellent (52 ratings)
Dorchester, Boston, Massachusetts, United States
Balcony/Patio
Details
Vrbo
Details
Details
Condo  Dorchester
$414 per night
Condo ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (19 ratings)
Dorchester, Boston, Massachusetts, United States
Balcony/Patio
Details
Vrbo
Details
Details
View more

Vacation rentals and apartments with air conditioning

Apartment  Dorchester
$118 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.7
Excellent (51 ratings)
Dorchester, Boston, Massachusetts, United States
Air conditioning
Details
Vrbo
Details
Details
Apartment  Dorchester
$115 per night
Apartment ∙ 2 guests ∙ 1 bedroom
5.0
Outstanding (2 ratings)
Dorchester, Boston, Massachusetts, United States
Air conditioning
Details
Vrbo
Details
Details
Condo  Dorchester
$245 per night
Condo ∙ 12 guests ∙ 5 bedrooms
5.0
Outstanding (1 rating)
Dorchester, Boston, Massachusetts, United States
Air conditioning
Details
Vrbo
Details
Details
View more

Frequently Asked Questions

How much does a night in a vacation rental cost in Dorchester on average?

In Dorchester, vacation rentals start at $93 per night.

Can I see all vacation rentals that are available in Dorchester?

At the moment there are 3,351 vacation rentals available for you to choose from.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Dorchester

Find the best Dorchester vacation rentals on Tripping.com. With over 41 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Dorchester range from $57 a night. Many rentals can also be booked directly online. Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 39 homes in Dorchester offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 0 rentals with pool or jacuzzi, or relax with the family in one of the 29 homes with cable TV. For all those pet owners with dogs or cats, Dorchester offers 7 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com. Search properties from 5 vacation rental sites in Dorchester where the top providers in that area are Booking.com, Expedia, and HomeAway. There are 18 Booking.com rentals, 15 Expedia short term rentals and 5 HomeAway vacation rentals.

Popular Day Trips Near Dorchester

Show more

What are the trendiest neighborhoods in Dorchester?

image-tag